Shemales Porn Stories
Page 62

Charlie s****r-Boy seduced by Old Fisherman

Hi, Dee. We have similar turn-ons.

I was very young, when I opened up a dresser drawer and saw a small pair of white panties laying on top of everything!

My Dads work friend and His daughter had just stayed the night. She was My age. It was Her panties! Daddy, His friend and the girl slept in one bed and Sharlee and Me slept together, in another room. The Men tried to keep the girl quiet, but She was Young and Willing to be taught 'special' things when Her Daddy shared Her with each of His friends on the weekends. She liked to giggle, I know that!

Anyway, I looked up and down the hal... Continue»
Posted by sharleesisterboy 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1324  |  
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How i became a sissy/my first blowjob

I'm a 17 year old sissy now but i started crossdressing 4 years ago when i was 13 :).This is the story. One day my parents went to our lake house for the weekend with my s****r but i was feeling sick so they left me with my grandparents. They were taking care of me for a day or two and i got better so they left and i was home alone.I had 5 more days until my parents were back.One day i was feeling very bored so i opened my s****rs closet and looked at her stuff. I noticed thongs,i never knew she wore them (she was 17 back then). I wondered how they would feel so i put them on. I never felt sex... Continue»
Posted by sissygirl1988 1 year ago  |  Categories: Fetish, Shemales  |  Views: 3153  |  
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trannie's beach photographer

I was looking to tranny photos on the beach so I started to think what if I was that photographer
Who shoot those photos .... and wrote this. ...

Nice ass and cute dick ... mmm if I was the one who's take that shoot ... I will slapping your ass and squeezing your dick and balls hard while I do that I would kiss deeply and suck your tuong ..mmmm yummy and bit your lips nicely mmm.. in turned you around and start massaging your asshole mmm what a tight asshole mmmm and so sweaty ass mmm.. you're wet !!! Mmm -funk me now - you say it ... and I'm so hard and big mmm .. I tried to put it but i... Continue»
Posted by 4dragonkiller 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 411  |  
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Sissy adventure No. 2

I have always loved meeting guys in adult cinemas. You can get up to allsorts, its easy to arrange and most importantly it feels well dirty! That's why i was really excited to chat to an asian guy who wanted to take me to an adult cinema in Brum. I am ok going on my own, but SO much better to have a date!

So we organised it for Saturday night - much better than Strictly. He was there as i tottered round from the car park to the entrance in my ridiculous heels. This did create a bit of a stir amongst some passers by, but I didnt pay any attention as I was 100% focused on not falling over!

... Continue»
Posted by hannah_maid 1 year ago  |  Categories: Anal, Shemales, Taboo  |  Views: 713  |  
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A Love Letter From My pet ^^

I assign my pet nightly homework. This normally involves some self training through sissy videos as well as the occasional wind warping task. As she is not allowed to touch her sex, all of this is a wonderful tease for her. Making her sissy eggs swell and ache in beautiful need.

I awoke one morning to find this love letter in my email.

Enjoy :)

==========================================================

Dear Mistress's huge, yummy, wonderful, thick, delicious shemeat,

No matter how hard I try, I cannot stop. I cannot stop thinking of how wonderful you are. How wonderful it i... Continue»
Posted by dwadd73 1 year ago  |  Categories: BDSM, Masturbation, Shemales  |  Views: 227  |  
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Sissy Captions Transcribed

Pet had a new assignment last night. Certainly video reinf***ement of her slutty sissy desires was on the agenda. But this time, she used multiple neural pathways for her reinf***ement.

http://xhamster.com/movies/2078893/sissy_boi_gif_training_3_sexy_time_by_dressmeuptoplay.html

A very nice hypnotic trainer, with lots of flashers and captions. But... i wonder? What do ALL those captions really say?

Thanks to pet... we now know.

===========================================

DressMeUpToPlay
Presents
“Sissy gif Training 3, Sexy Time”

Put on a nice outfit and find the nearest coc... Continue»
Posted by dwadd73 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1088  |  
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mom's sissy

You know those words that just have so much impact on you they just shut you up and keep you thinking for the rest of the day? There have been other instances in my life that have done this to me, all of them done by my mother. The first time when I was a c***d she asked me if I had tried on her pantyhose in the bathroom. This was true because after I had my fun with them I placed them in the hamper. That was one of the very first times I had ever worn female clothing. Naturally being a little k** I didn't know how to react to the situation so I got angry and basically over reacted saying thin... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: BDSM, Mature, Shemales  |  Views: 742  |  
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mom's sissy

You know those words that just have so much impact on you they just shut you up and keep you thinking for the rest of the day? There have been other instances in my life that have done this to me, all of them done by my mother. The first time when I was a c***d she asked me if I had tried on her pantyhose in the bathroom. This was true because after I had my fun with them I placed them in the hamper. That was one of the very first times I had ever worn female clothing. Naturally being a little k** I didn't know how to react to the situation so I got angry and basically over reacted saying thin... Continue»
Posted by momandboys 1 year ago  |  Categories: Fetish, Mature, Shemales  |  Views: 779  |  
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The Seduction of Lynda - A work of fiction

I was still horny for Heather after our suckfest the previous night, when Lynda asked if I was free this week. She’s married, and doesn’t get the chance to meet very often and when she does it’s usually short notice. We had chatted a few times, and had agreed to meet up sometime, although she doesn’t meet for sex, just dressing and chatting. Lynda had booked a room at a hotel on the off chance that someone was available, and I agreed to meet her there.

We agreed to meet in male form, and then get dressed up, as it made her more at ease, and she didn’t want to go out dressed up. It didn’... Continue»
Posted by misssuzywhyte 1 year ago  |  Categories: Anal, Shemales  |  Views: 762  |  
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On an escapade.....Out an about . Page 2.....cont.

Istroked his thigh an slipped across his buldging crotch an before i saw what he intended he`d stuck a massive snoggin kiss full on my lips! oooow..a bit ov a shocka but i soon responded an enjoy`d a long sexy snog with him his hands were all over me,an the other guy was also feelin me up too,ooooowww my god ! i was luvin this now , with my ass against the table legs waist width apart a fella either side of me fondling an feelin me up as i wank both cocks , hmmm one starts kissin down my exposed front breast an stomach all the way to my wiggly little clitty , which he suk`d at a while as i sno... Continue»
Posted by saharasarah 1 year ago  |  Categories: Shemales  |  Views: 180  |  
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A NIght Out - A work of fiction

After the fun I had had with Jane, I decided it was time for me to get out and about and meet other transvestites. I had a taste for sucking tranny cock, and I wanted more. I couldn’t believe myself, after one evening of hot tranny sex I was a cock hungry slut, who couldn’t wait to get her red lips round another hard and sweet cock.

I decided that the best way to meet girls was to go on one of their nights out. I chatted To Jane online as usual, and she told me of a night out in Glasgow in a couple of weeks. Unfortunately she couldn’t go, which disappointed me as I wanted to play with h... Continue»
Posted by misssuzywhyte 1 year ago  |  Categories: Shemales  |  Views: 1130  |  
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A LITTLE HARD WORK NEVER HURT ANYONE.....ESPECIALL

A Little Hard Work Never Hurt Anyone......Especially not Chrissie!

It's hot and humid today and I'm sitting here in my a****l print bikini bathing suit sipping on the first glass from a pitcher of margaritas.
I'm not really certain why but I started thinking about something that happened back in my second year of college. My BFF since grade school
and I decided that in order to create a little extra income during the summer break we'd set up a little free-lance house cleaning business. We
placed an ad in a couple of the local weekly papers, mostly because they charged markedl... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 1711  |  
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Sissy Boy Slave and His NEW Playmate, Sadie

sharlees****rboy
Yes, Sadie, I am a 'Lil Slave Bitch' for My Big 'b*****r's Cock use, when He and His friends get in the Mood for Young Sissy Boy meat to strip and abuse on the livingroom floor, inside the 'Big House'!

I'm f******n and have been His Secret Sissy, Piss-Whore Slave since He traded for me five years ago when I was Nine! He KEEPS Me Locked Up in a rusty, smelly old trailer, parked inside a dark, Old Red Barn.

I'm Locked up inside and I sl**p on an old, Urine Smelling, Stained mattress that His Last Slave slept on for years.

I've tidyed up, inside My Home, with the gif... Continue»
Posted by sharleesisterboy 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 842  |  
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My Young Sissy b*****r for Men's Cum, today.

sharlees****rboy
MY Young SISSY b*****r in Heat for Men's Cum, today!

You used to prance around the house in your white underware, when Mom was gone, shaking your cute ass at me till I caught you, roughly, in My Big b*****rs arms and carried you to my bedroom floor. You giggled all the way, till I tossed you down on the dirt floor and you tumbled and smiled up at Me and lay on your tummy with your legs spread wide for Man-Cock.

You know what I like to do to You, but, instead, I tie your wrists behind your girly back and fuck your throat so deep that you don't even taste My Cum! Well, I... Continue»
Posted by sharleesisterboy 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2182  |  
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out an about

Page 1.
OUT AND ABOUT.... Sara X..X..X

Well last week i could take it no more i was determined to go out an about an get myself into the middle of some hot an steamy fun some where, i did too, i got my little strappless dress black with white spots heels black wedges strappy scandle types a long straight hunny blonde wig black lingerie bra an knickers hold up stockings too, i showered an shaved all over so i soft an smooth too, oiled an moisturised took a train too crewe then too Hartford an wandered along side the service are... Continue»
Posted by saharasarah 1 year ago  |  Categories: Shemales  |  Views: 1009  |  
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Dear Daphne

sooooo...

of course, i have no idea whether i'm being a bother and i pray things are going well in your life & i know you must be busy what with many other things...

and i KNOW i must be boring w/these petty details of my life... i'm sure you've surmised my loneliness...

certainly, i don't want to presume and go on & on & on writing my dirty thoughts about exactly what i would do if i got my paws on your hottness again...

thus, this will be my last message to you until i hear from you...

i meant what i said... can't remember the last time i've been happy and/or smiled that much.... Continue»
Posted by roxxanna 1 year ago  |  Categories: Shemales  |  Views: 543  |  
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My First Meeting - A work of fiction

I had absolutely no idea what to expect as I rang the doorbell of Jane’s house. It was an extended bungalow on the outskirts of Edinburgh and it had taken me 30minutes to drive there, getting more nervous with each passing mile. Jane and I first contacted each other through as online transvestite networking site a couple of months previous. We had got on well, and often chatted in a private chatroom, and exchanged pictures of each other. While I was relatively new to being a tranny, Jane had been doing it for years, going on nights out and meeting people.

Jane answered the door, wearing... Continue»
Posted by misssuzywhyte 1 year ago  |  Categories: First Time, Shemales  |  Views: 1652  |  
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My "boyfriend" Moby

My "boyfriend" Moby

Moby is my boyfriend and he likes when I dress for him, I always wear my black lingerie: my black garter belt holding up my sexy black stockings, my bikini panties, 3 inch heels, my black bra and my black chemise. That’s the way I greet him at the door.

Moby didn’t know about my cum eating fantasy. When I sucked his cock, I usually let him cum in my mouth, but I didn’t swallow. I loved giving him a blowjob but I didn’t swallow. After reading some of my stories, I decided I needed to eat his cum, I was a cocksucker and I should swallow my guys cum.

I told m... Continue»
Posted by guycd 1 year ago  |  Categories: Hardcore, Shemales  |  Views: 830  |  
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His sissy sex slave

I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.

One day when my mom was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The draw... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 3543  |  
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Moms sissy becomes a young slut for a black man

I have always loved the feeling of something lacy or sexy on my body. I call it a passion of some sorts, wearing these things made me feel very special and desirable. I was raised by my mom and the closest f****y we had was my Aunt Trish and her two daughters. To start my collection of these things to wear, I would take things they left lying around the house and later claimed as my own since I assumed they were things that were lost. My mom was always working or going to my aunt's house on the beach for the weekend. I never was a problem k** and always made good grades in school. Mom never re... Continue»
Posted by momandboys 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 3927  |  
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